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Vacation rentals with a pool in Holualoa

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Top-rated rentals with a pool in Holualoa

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Condo in Kailua-Kona

4.82 out of 5 average rating, 114 reviews

Steps to ocean,surfing /5 Min to downtown/Central

KEEP IT REAL: This is a cozy smaller complex with a family feeling. It's not a fancy resort. View: This is NOT an ocean view unit. The unit faces a wooded area. Noise: You can hear waves, island roosters, and occasional cars. This is a condo, so potentially. You can hear the other tenants. Bugs: We are on a tropical island. Occasionally you will see ants and bugs around. Want to wake up to the sound of the waves crashing less than 100 yards away? The condo is across the street from the ocean

Home in Kailua-Kona

4.98 out of 5 average rating, 115 reviews

Tropical villa: Heated pool, hot tub & ocean views

Kona House of Palms sits on a private half acre lot in an upscale gated community. Enjoy ocean views and resort-style backyard w/heated pool, waterfall and hot tub. 3-bedroom, 2-bathroom house comfortably sleeps 8 w/ a sofa bed in the common area. Lush greenery keeps yard, pool and hot tub very private. Fast Internet, smart TVs, plenty of linens, well-stocked kitchen, beach chairs, pool toys and much more is provided. Everything you need to enjoy you stay is HERE. Fully licensed: STVR-19-365351

Guesthouse in Keauhou

4.88 out of 5 average rating, 143 reviews

180 degree ocean view, private pool

Family friendly, NON SMOKING PROPERTY has a cottage with a 180 degree ocean view & beautiful pool. Enjoy incredible sunsets from the large deck, outdoor showers in the ginger garden & relaxing evenings in the hot tub. We welcome guests of all Races, religions, and sexual orientation! THERE IS NO LIFEGUARD ON DUTY NO DIVING IN THE POOL PLEASE THE SLIDE IS FEET FIRST ONLY! WE INVITE YOU TO PLEASE READ THROUGH THE FOLLOWING SECTION AS THERE IS OTHER PERTINENT INFORMATION FOR YOU AND YOUR FAMILY

Guest suite in Kailua-Kona

4.96 out of 5 average rating, 136 reviews

Cozy Bungalow Extraordinary Ocean & Pool View

Your home away from home after exploring the island’s many beaches, coffee farms, snorkeling/diving spots, downtown Kailua-Kona, etc. Sun-kissed ocean & pool views await you in this cozy, stylish space. A perfect budget-friendly, clean, cool place to rest between your island adventures! Located near downtown Kailua-Kona and 500 ft above sea level, this property offers cooler temperatures and breezes that delight guests. This suite best fits solo travelers or couples who like to be cozy.

Home in Kailua-Kona

4.94 out of 5 average rating, 108 reviews

Tropical Private Oasis, Heated Pool & OceanView!

3 bedroom/2.5 bath, Sleeps 8 with Private Solar Heated Pool with Waterfall, Lanai, Gazebo with Ocean View, Tropical Yard. 5 min to downtown Kona along the water. This "model home" sits in a gated community of Kahakai with breathtaking views. It has all upgrades throughout the house for ultimate luxury. A pathway on this 1/2 acre plus property leads to an elevated private gazebo for that amazing romantic evening dinner or relaxing with your special one while looking at an amazing ocean view.

Home in Kailua-Kona

4.89 out of 5 average rating, 171 reviews

My Kona Paradise

Taxes included in the nightly price. Check our specials by date! Corona Virus Update: Please note that we have taken additional steps to make sure the home is not only clean but sanitized. The remote controls, doorknobs and all surfaces are all wiped down with antiseptic solution. We also send the laundry out to a professional service and is sanitized. We want you to be assured that we are doing everything we can to make sure you have a wonderful time in our home. STVR information below.

Home in Keauhou

4.91 out of 5 average rating, 139 reviews

Tropical Oasis Home with Pool and Steps to Beach

Experience this tropical oasis, conveniently located in Keauhou. With a 2 minute walk to the ocean - watch the breathtaking sunset, stargaze at night , and fall asleep to the ocean waves crashing into Heeia Bay! Awake to the wild song birds as you sip on your Kona coffee, and plan your Big Island adventure. Enjoy an afternoon cocktail by the pool, perfect for yoga, reading a book, or cooling off. Walk 5 minutes to nearby delicious restaurants, or a 10 minute drive to downtown Kona.

Home in Kailua-Kona

4.99 out of 5 average rating, 114 reviews

Stunning Serene Bali Retreat [Pool/AC/Ocean View]

Experience true island living! This 2,000 sq ft home features indoor/outdoor living, Thai and Balinese architecture, and ornate, hand-carved wood. Floor-to-ceiling windows and skylights showcase the beauty of the Big Island. The kitchen and living rooms connect to spacious bedrooms with a covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys a cooler breeze than busy downtown while not being far from the action.

Condo in Keauhou

4.86 out of 5 average rating, 109 reviews

Keauhou Poolside - Walk to Harbor/Shopping Center!

Clean and comfortable, Keauhou Poolside is the perfect choice for your Big Island getaway. Located at Keauhou Resort #137, this immaculate one-bedroom condo is an ideal home base to return to after a long day of tropical adventures! Walk to the nearby harbor for an ocean dip, or jump in the pool just moments away from your front door! The Keauhou Shopping Center, also within walking distance, is the perfect place to stock up on groceries for a home-cooked meal on your lanai!

Condo in Kailua-Kona

4.93 out of 5 average rating, 107 reviews

Downtown | AC | Pool | Kitchen | Desk |1 Gig | BBQ

º 1 Bed / 1 Bath condo with Pool + Hot Tub, BBQ, A/C, Gig WiFi 6E, Full Kitchen, In-unit Laundry, Patio, pull-out couch + queen air mattress º 5 min walk downtown to restaurants, shops, Ali'i & Kona Pier º Fully stocked and equipped kitchen & bathroom º Desk, chair, 2 monitors, color printer, wired ethernet & Wi-Fi; Full length closet º All beach equipment (chairs, umbrella, towels, snorkels, cooler, body board) º Honda Pilot, Honda HR-V, Honda CR-V or Kia Sportage SX for rent

Condo in Kailua-Kona

4.89 out of 5 average rating, 221 reviews

Kona Hideaway > Pool > Ocean View > AC > Fast Wifi

Hawaii is about views - and this space offers lucky eyes the vast Pacific ocean straight ahead and lush fruit and greenery to the left and right. Under your breath you whisper "I could get used to this", planning your next trip back already in your mind. The bedroom is pointed directly at the view, a pool, an avocado tree and starfruit tree, and a glorious island paradise lanai. Practical too: laundry, excellent wifi, smart TV, and a full kitchen.

Apartment in Kailua-Kona

4.93 out of 5 average rating, 230 reviews

Great Location, In Town, Modern and Clean

Great condo, right in town. Walk to the beach, shops, and restaurants. Newly remodeled condo, furnished with full kitchen and in unit washer and dryer. Fast wifi, air conditioning, and beach equipment for your use. You don't need a rental car, and you can enjoy the pool, hot tub, and BBQ area as well. Free parking stall included, you can walk to most restaurants and shops on Alii drive without having to pay the parking fees.

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Popular amenities for Holualoa rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Keauhou

5 out of 5 average rating, 80 reviews

Mollie’s Paradise Resort Home - No Cleaning Fee!

Home in Kailua-Kona

4.92 out of 5 average rating, 12 reviews

Big House with ocean view and private pool in Kona

Home in Kailua-Kona

4.95 out of 5 average rating, 153 reviews

Private Pool - 180° Ocean View - Minutes to Beach

Home in Captain Cook

4.97 out of 5 average rating, 176 reviews

Tiny House Hawaii

Home in Kailua-Kona

5 out of 5 average rating, 74 reviews

Tranquil Hawaiian Pineapple Poolhouse with A/C

Home in Kailua-Kona

4.88 out of 5 average rating, 16 reviews

Spacious house w/ pool, fruit trees, on 1.5 acres

Home in Kailua-Kona

4.97 out of 5 average rating, 183 reviews

Halia Hale

Home in Kailua-Kona

4.96 out of 5 average rating, 55 reviews

Lush Kona Home • Pool • Lanai • Fully Equipped

Condo rentals with a pool

Condo in Kailua-Kona

4.94 out of 5 average rating, 54 reviews

Kona by the Ocean

Condo in Kailua-Kona

4.76 out of 5 average rating, 262 reviews

Oceanfront Condo-Paradise

Condo in Kailua-Kona

4.96 out of 5 average rating, 103 reviews

Royal Kahili Condo with Lanai Ocean View

Condo in Kailua-Kona

4.82 out of 5 average rating, 195 reviews

Cozy Kona Condo on Ali'i drive Ocean View Pool

Condo in Kailua-Kona

4.78 out of 5 average rating, 120 reviews

Beach Paradise

Condo in Kailua-Kona

4.95 out of 5 average rating, 77 reviews

Oceanfront 2 bed, 2 bath, kitchen with full AC!

Condo in Kailua-Kona

4.78 out of 5 average rating, 133 reviews

A/c & Ocean front pool, 1bedroom in heart of Kona

Condo in Kailua Kona

4.67 out of 5 average rating, 9 reviews

Kona Makai 3-203

Quick stats about vacation rentals with a pool in Holualoa

Total rentals
1.7K properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
61K reviews
Family-friendly rentals
830 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
980 properties have a dedicated workspace

Destinations to explore